Have questions? We're here.

Winchester Boutique Hotel

Travel made your way ™
Talk with an expert
Build your ideal South Africa trip. Call 800.344.6118
Start Planning My Trip
The Winchester Hotel occupies a 1920s Cape Dutch-style building along Sea Point Promenade, overlooking the Atlantic Ocean and Table Mountain. Its 78 rooms and suites surround a courtyard with bougainvillea, while a sea-facing terrace offers outdoor dining. The hotel is near Cape Town’s beaches, city centre, and V&A Waterfront. Sustainability measures include solar panels, energy-efficient lighting, water-saving fixtures, and recycling more than 80% of waste.

Rooms & Suites
The hotel has 78 rooms across eight categories, ranging from courtyard-facing rooms to sea-view suites. Most measure 25–45 sq m (269–484 sq ft). All feature air conditioning, Wi-Fi, satellite TV, minibar, safe, cotton bedding, and tea and coffee facilities. Bathrooms include bathrobes, slippers, hairdryers, and toiletries. Accessible and adjoining rooms are available on request. Daily housekeeping and evening turndown service are provided. The property is non-smoking, with designated smoking areas.

Hotel Amenities & Facilities
Shoreditch Restaurant serves contemporary South African cuisine cooked over open flames, while Harvey’s Bar offers cocktails and wine. Dining is available in the courtyard, on the sea-facing terrace, and through room service from 6:30 a.m. to 11 p.m. Facilities include a swimming pool, gym, Sanctuary Signature Spa, Wi-Fi, and meeting rooms. Laundry, dry cleaning, limited parking, childcare with 24 hours’ notice, and airport transfers are available at extra cost.

Plan smarter. Spend better.

Talk with an expert trip planner 800.344.6118

Plan My Trip

Rooms

Classic Room
The 32 Classic Rooms measure between 25 and 45 m² and have been designed in a loft style. Although these rooms are non-sea facing, they have been fitted with furnishings and decorative accessories that create an alluring setting.

Each Classic Room features:

A television with satellite channels
A minibar – contact reception for a tailor-made selection
Complimentary coffee, teas and biscuits
A king-size bed
Luxurious cotton bedding
Air conditioning
An en-suite bathroom
Bathrobes and slippers
A hairdryer
International adaptors available on request
An electronic safe

Itineraries

A variety of wildlife in Africa.
from $17,520
EXPLORE

Stars of South Africa

Cape Town to Johannesburg - 15 Day Itinerary aboard Zambezi Queen
  • Tour famous wineries
  • Take a cable car ride
  • Drive through Chobe National Park
  • Experience the local culture
Activities
River Cruises, Village Visits, Wilderness Lodge Exploration, Wildlife Viewing, Wine Tasting
Activity Level
Variable
This two-week adventure combines a stay in Cape Town, a river cruise aboard the Zambezi Queen, and a stay in the private Tintswalo Atlantic game lodge. Experience the best of South Africa with the opportunity to visit national parks, take game drives, and visit Victoria Falls, all in one itinerary!
Cruise Details
0
Zambezi Queen, Africa Safari
from $18,520
EXPLORE

Rivers & Rails of Africa

Cape Town - Johannesburg - 14 Day Itinerary aboard Zambezi Queen
  • Enjoy a cable car up Table Mountain
  • Discover local vineyards
  • Visit Kasenu Village
  • Safari through Chobe National Park
Activities
River Cruises, Village Visits, Wildlife Viewing, Wine Tasting
Activity Level
Variable
Embark on a 14-day cruise featuring three nights in Cape Town and a wildlife safari on the Zambezi Queen along the Chobe River. After exploring Victoria Falls, enjoy a luxurious journey on Rovos Rail through Zimbabwe and South Africa, complete with fine dining and stunning scenery.
Cruise Details
0
A herd of zebras quench their thirst at a watering hole.
from $18,745
EXPLORE

Iconic Africa

Cape Town - Johannesburg - 15 Day Itinerary aboard Zambezi Queen
  • Tour scenic Cape Town
  • Visit a Chobe River village
  • Discover Greater Kruger
  • Explore vibrant Johannesburg
Activities
Land & Sea Exploration, Local Market Visits, Rainforest Exploration, Urban Exploration, Village Visits, Wildlife Viewing, Wine Tasting
Activity Level
Variable
Experience a 15-day cruise starting in Cape Town, visiting iconic sites like Robben Island before three nights on the Zambezi Queen, exploring Chobe National Park. The journey continues to stunning Victoria Falls, Johannesburg, and concludes with three nights at Greater Kruger National Park, featuring thrilling game drives.
Cruise Details
0
from $16,100
Upgrade
EXPLORE

South Atlantic Cruise: from South Africa to Antarctica

Cape Town to Ushuaia - 22 Day Itinerary aboard SH Diana
  • Discover Cape Town
  • Explore the South Shetland Islands
  • Enter the Antarctic Peninsula
  • Zodiac cruises
  • Explore the Antarctic Peninsula
Activities
Wildlife Viewing
Activity Level
Variable
This 22-day Africa to America Antarctic Epic Expedition Cruise departs from Cape Town, South Africa, and sails south to the Antarctic Peninsula. Along the way, see glaciers, icebergs, and wildlife, such as penguins, seals, and whales. Visit some of the most important historical sites in Antarctica, including Port Lockroy and the Shackleton Icefall.
Cruise Details
0
Elephant at sunset in the Chobe River
from $13,870
EXPLORE

From the Cape to the Falls

Cape Town - Johannesburg - 10 Day Itinerary aboard Zambezi Queen
  • Explore Table Mountain
  • Tour historic Robben Island
  • Spot wildlife on the Chobe River
  • Walk around Victoria Falls
Activities
Land & Sea Exploration, Local Market Visits, Rainforest Exploration, Urban Exploration, Village Visits, Wildlife Viewing, Wine Tasting
Activity Level
Variable
Experience a 10-day river cruise on the Zambezi Queen, starting with a three-night stay in Cape Town, featuring Table Mountain, Robben Island, and wine tasting. Then, enjoy safaris in Chobe National Park and a guided tour of Victoria Falls before flying to Johannesburg for your journey home.
Cruise Details
0
Cape Town sunset
from $8,100
Upgrade
EXPLORE

Cruising in Namibia: The Skeleton Coast

Cape Town to Luanda - 13 Day Itinerary aboard SH Diana
  • Birdwatching at Saldanha Bay
  • Visit Kolmanskop ghost town
  • Explore Namibe’s colonial sites
  • See Cape fur seals at Pelican Point
Activities
Archaeological Site Visits, Local Market Visits, Urban Exploration, Wildlife Viewing
Activity Level
Variable
Embark on a 13-day African coastal cruise from Cape Town to Luanda aboard SH Diana and explore Cape Town’s vibrant waterfront, Saldanha Bay’s rich birdlife, and Luderitz's German architecture. This adventure combines scenic landscapes, rich history, and diverse ecosystems, offering a captivating African coastal adventure.
Cruise Details
0
Dine on the patio by the water at the V&A Hotel
from $6,490
EXPLORE

South Africa Snapshot

9 Day Itinerary
  • Tour Robben Island
  • Explore the highlights of Cape Town
  • View lions, zebra, & impala
  • Explore Kruger by foot or vehicle
Activities
Kayaking, Wildlife Viewing
Activity Level
Relaxed
Visit vibrant Cape Town and game-rich Kruger National Park on this 9-day adventure through South Africa. This tour offers the best of both worlds: a world class metropolitan area steeped in history, and a bush experience renowned as one of the greatest in southern Africa, on which you are sure to encounter some of the Big 5.
Tour Details
0

Inquire

* By providing your phone number, you consent to receive direct phone calls or SMS messages from our Trip Planners to get the process started. We do not share your information with third-parties.
Travel Agents
This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Sandra Fernandez employee profile
Sandra F

We Love to Talk Travel

Call 800.344.6118
or
Chat Now
Sandra Fernandez employee profile
Sandra F.
South Africa

Chat Cape Town with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

We Save You Time and Stress

Skip the endless research and information overload—our deep destination expertise helps you design a more seamless trip in a fraction of the time.

Peace of Mind

You'll work with a team of humans who get to know you, answer every question, and support you until you return home—we're always just a call or text away.

Rewards!

Secure your 5% Past Traveler Rewards on your next trip, applicable across a variety of operators, brands, and worldwide destinations.

As Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.